The Roots were also among the most progressive acts in contemporary music, from their 1993 debut through their conceptual 2010s releases. Despite the seemingly archaic practice of functioning as a rap band with several instrumentalists -- from 2007 onward, their lineup even featured a sousaphonist -- they were ceaselessly creative, whether with their own material or through their varied assortment of collaborations. They went platinum and gold with successive studio releases and won a handful of Grammy Awards. After they gained a nightly nationwide audience through a close partnership with television host Jimmy Fallon, they continued to challenge listeners with works free of genre restrictions.

An uncannily loose yet precise rapper and accomplished producer, Big K.R.I.T. has continued in a lineage of Southern rap legends who include UGK, 8Ball and MJG, OutKast, and David Banner. He spent years honing his skills on the mixtape circuit before signing with Def Jam, a deal that led to the Top Ten albums Live from the Underground (2012) and Cadillactica (2014). K.R.I.T. has since been independent with his Multi Alumni label, the outlet for his third consecutive Top Ten full-length, 4eva Is a Mighty Long Time (2017), and a set of later EPs summarized as TDT (2019). He has either produced and/or appeared on material from the likes of Wiz Khalifa, Curren$y, Freddie Gibbs, and Rick Ross, and continued releasing new work of his own like the 2021 mixtape A Style Not Quite Free and 2022 studio album Digital Roses Don't Die.

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